Leland+ for Chief of Staff
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Myths and Tips About Chief of Staff Roles
What’s a Chief of Staff and why are these roles so popular now? The CoS role isn’t just for government anymore. These days, the important roles are everywhere. Join us to learn the real info about these roles from former 8x Chief of Staff Cherizza L. Cherizza’s been a CoS at Google, Stitch Fix, Intel, on campaigns and in non profits. She’s been in the room and she’s sharing the goods!
Tips & Tricks for Applying & Interviewing for the CoS Role
Landing a Chief of Staff role takes more than luck—it requires a clear strategy for how you present yourself, connect with the right people, and stand out in interviews. In this session, experienced Chief of Staff and hiring expert Sivan R. will break down the process into three actionable parts: Tailoring the Resume – How to position your transferable skills, highlight impact, and use the key words hiring managers are looking for. Elevating the Outreach – How to identify the right people to get you in the door, craft effective messages, and build meaningful connections. Mastering the Interview – How to prepare with confidence, anticipate common Chief of Staff interview themes, and tell your story with clarity. By the end, you’ll have a clear playbook for navigating the Chief of Staff application process from start to finish—equipped with practical tips you can put into action right away.
Nailing the Chief of Staff interview
Landing a Chief of Staff role starts with acing the interview—and that can be one of the biggest hurdles for top candidates. In this session, you’ll hear from Julianne Z., a two-time Chief of Staff with experience across private equity and VC-backed companies. Julianne will walk you through what CoS interviewers are evaluating at each stage, how to frame your thought process under pressure, and how to draw on your past experiences to position yourself as an indispensable partner to leadership. You’ll also learn how to handle tough questions, structure your responses, and avoid missteps that derail many CoS candidates. Whether you’re interviewing for your first Chief of Staff position or trying to level up your candidacy, this session will give you clearer insight and tangible prep strategies.
